Orlando Jones is Captain Frank Irving (seasons 1–2), the chief of Sleepy Hollow's Sheriff's department (and is affiliated with the New York State Police). Initially skeptical of Crane and Mills' assertions, he later discovers the truth when the trio confront, battle, and trap the Horseman. After confessing to murders his possessed daughter committed, he is arrested and sent to the psych ward. Later in Season 2, Henry tricks Irving into selling Henry his soul. Before he can learn Henry's real identity,Sleepy Hollow Season 3 DVD Irving is forced to sign a contract naming Henry as his lawyer. Irving is later killed by the armored form of the Horseman of War in "The Akeda", but is risen from the dead in "Paradise Lost", at which point he's taken back into custody. Later revealed to be under Henry's control, Irving is freed but allowed to remain alive once Henry is slain. It has officially been confirmed in interviews that Jones will not be returning for season three, although the reasons are still unknown.